Synfacts 2006(9): 0941-0941  
DOI: 10.1055/s-2006-949218
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Chiral Allenylzinc and Indium Reagents for Asymmetric Propargylation

Contributor(s): Paul Knochel, Andrei Gavryushin
J. A. Marshall*, P. Eidam, H. S. Eidam
University of Virginia, Charlottesville, USA
Further Information

Publication History

Publication Date:
23 August 2006 (online)

Significance

This article describes the further developments of the elegant and synthetically useful methodology designed earlier by the same group, which allows the enantioselective addition of a chiral C-4 synthon to an aldehyde. The authors designed a robust, practical synthesis of the required chiral precursor and described some new applications of their method. This protocol is an excellent alternative to the anti-aldol reaction, which should find a broad application in synthesis of natural products, especially polyketides.